Downstream synthetic route of 65202-50-8

The synthetic route of 65202-50-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-50-8,Methyl 6-chloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Methyl -chloropyridazine-S-carboxylate (S49, 34 mg, 0.19 mmol), 6-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)picolinonitrile (45 mg, 0.19 mmol), K2CO3 (51 mg, 0.39 mmol), and (Ph3P)4Pd (34 mg, 0.029 mmol) were slurried in DMF (0.3 M). The reaction vessel was evacuated and refilled with argon three times. The mixture was warmed at 85 ¡ãC for 16 h. The reaction mixture was cooled and diluted with EtOAc, washed with 9: 1 NH4OH:saturated aqueous NH4Cl and saturated aqueous NaCl, and then dried over Na2SO4. Evaporation yielded the crude product that was purified by flash chromatography (SiO2, 1.5 x 14 cm, 20-100percent EtOAc- hexanes) to afford the title compound (25 mg, 53percent) as a white solid: 1H NMR (CDCl3, 600 MHz) 5 9.03 (d, IH, J= 8.1 Hz), 8.75 (d, IH, J= 8.7 Hz), 8.36 (d, IH, J= 8.7 Hz), 8.09 (t, IH, J = 7.9 Hz), 7.84 (d, IH, J= 7.6 Hz), 4.12 (s, 3H); 13C NMR (CDCl3, 150 MHz) delta 164.4, 158.2, 154.4, 151.7, 138.7, 133.9, 129.8, 128.7, 125.5, 125.4, 1 16.9, 53.6; HRMS-ESI-TOF m/z 241.0721 ([M+H]+, C12H8N4O2 requires 241.0720)., 65202-50-8

The synthetic route of 65202-50-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; BOGER, Dale, L.; WO2010/5572; (2010); A2;,
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